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Water → 2-(4-chloro-N-(pent-1-yn-3-yl)phenylsulfonamido)-butanoic acid

HRID 15726
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 15726
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH:17]([CH2:22][CH3:23])[C:18]([O:20]C)=[O:19])[CH:12]([CH2:15][CH3:16])[C:13]#[CH:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[OH-].[Li+].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([CH:17]([CH2:22][CH3:23])[C:18]([OH:20])=[O:19])[CH:12]([CH2:15][CH3:16])[C:13]#[CH:14])(=[O:9])=[O:10])=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 59342372methyl 2-(4-chloro-N-(pent-1-yn-3-yl)phenylsulfonamido)butanoate

Produkt 1

HCID 593423732-(4-chloro-N-(pent-1-yn-3-yl)phenylsulfonamido)-butanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The compound 59 (584 mg, 163 mmol) was dissolved in THF (10 mL). Lithium hydroxide monohydrate (134 mg, 2.0 eq) was added followed by 10 mL of water. The mixture was stirred at room temperature overnight. The solvent was removed and the solution was adjusted to pH 3-4 using 3N HCl, The mixture was then extracted with EtOAc (4×20 mL). The combined organic layers were washed with brine and dried (MgSO4). After removal of the solvent a white solid was obtained as the product 60. LCMS 366.0 (M+23).

Aufarbeitung

  1. customThe solvent was removed
  2. extractionThe mixture was then extracted with EtOAc (4×20 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (MgSO4)
  5. customAfter removal of the solvent a white solid

Quellen und Nachweise

ORD-Eintrag
ord-280224407b1946e5a730190361d3df97
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07732609B2

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